Isopropyl Alcohol Extraction of De‐hulled Yellow Mustard Flour

Vegetable oils are typically extracted with hexane; however, health and environmental concerns over its use have prompted the search for alternative solvents. Mustard oil was extracted with isopropyl alcohol (IPA) to produce an IPA‐oil miscella suitable for industrial applications. Single‐stage extraction resulted in 87.6 % oil yield at a 10:1 (v/w) IPA/flour ratio. Multiple‐stage extraction resulted in higher extraction efficiency with lower IPA use. Four‐stage cross‐current extraction at an IPA/flour ratio of 2:1 (v/w) per stage resulted in 93.7 % oil yield. At 45 °C, a 91.5 % oil yield was achieved with three‐stage extraction using a 2:1 (v/w) IPA/flour ratio. Any changes to the pH of the mixture resulted in reduced oil yield. Water also reduced the extraction efficiency. The azeotropic IPA solution containing 13 % water extracted ~40 % less oil than did dry IPA in both single and multiple‐stage extractions. Some polar compounds were also extracted, including sugars; however, protein extraction was negligible. The protein left in the extracted meal was not degraded or lost during the extraction. The results suggest that IPA is an excellent solvent for mustard oil, but water content exceeding 5 % in the solvent adversely affects the oil extraction and reuse of the IPA.     

Comparison of alternative solvents for oils extraction

A comprehensive review of the literature about use of solvents for extraction of oilseeds is presented. Mention has been found of over 70 solvents. Currently, hexane is the major solvent in use, but recent price increases and safety, environmental and health concerns, have generated interest in alternatives. Solvents vary considerably in chemical and physical properties which affect their performance in oil extraction. The choice of solvent depends upon the primary end product desired (oil or meal). Recent research on alternative solvents has focused on ethanol, isopropanol, methylene chloride, aqueous acetone, and hexane/acetone/water mixtures.     

Water accumulation in the alcohol extraction of cottonseed

The critical moisture content of cottonseed flakes extracted with an aqueous alcohol solvent can be defined as that flake moisture level at which the flakes lose no moisture during extraction. This study shows that the critical moisture content for aqueous ethanol (92%, w/w) is 3%. For aqueous isopropanol (88%, w/w) this value is 6%. If the moisture contents of the flakes are above these levels, then the solvents pick up moisture. For moisture contents below this level, the flakes adsorb moisture and actually dry the alcohol. It is proposed that this latter capability can be used as a basis for a method to control water accumulation in aqueous alcohol solvent extractions.     

Modeling the solvent extraction of oilseeds

A computer model and an experimental procedure for generating data needed in the model have been developed for the oilseed extraction process. The experiments are relatively simple and are performed with a bench-top extractor. Experimental results and modeling calculations are presented for the extraction of cottonseed using hexane, isopropanol and ethanol. The calculations show that in an alcohol extraction using a chill separation, isopropanol’s greater oil miscibility allows for a lower solvent-to-feed ratio than does ethanol. Using the latter solvent, however, achieves lower residual lipids in the extracted meal because recycled ethanol contains less oil than recycled isopropanol. Presented in part at the AOCS meeting in Honolulu, HI, in 1986.     

A twin-screw extruder for oil extraction: I. Direct expression of oleic sunflower seeds

Lipids are traditionally removed from seeds by mechanical crushing and solvent extraction. During the mechanical crushing process the oilseed is cleaned, cracked, flaked, and cooked before entering a mechanical screw press. Seventy-five percent of the oil of sunflower seeds can be extracted by crushing, and the fatty cake then contains about 15% of oil. The oil levels remaining in the cake can be reduced to less than 2% by solvent extraction. However, the crude oil has to be refined as it contains many impurities and approximately 600 ppm phosphorus. A new process, in which sunflower seeds are pressed in a twin-screw extruder, is examined here. The screw profile was first optimized. Oleic sunflower seeds were crushed and 80% of the oil was removed. The resultant oil was of good quality, with acid numbers below 2 mg KOH/g of oil and total phosphorus contents of about 100 ppm. The influence of pressing temperature and of fresh seed moisture content was determined. High pressing temperature and low moisture content improved oil extraction. The quality of the meal was examined through the solubilization of its proteins in alkaline water at 50°C. The fatty meal proteins remained quite soluble, and therefore one can assume that they were still relatively close to their native conformation. The pressing of oleaginous material in a twin-screw extruder provides a new option to traditional processes. Presented as an oral communication at the 2nd American Oil Chemists’ Society Europe Symposium, October 1–4, 1998, at Cagliari, Italy.     

Laboratory investigations on the extraction of oil from vegetable oil-cakes with ethanol

1. Undue dilution of alcohol can be prevented by employing oleaginous materials of moisture content less than 1.0% for ethanol extraction.
2. The residual oil content of the meal depends on the particle size of the cake for a constant period of extraction.
3. Better quality oil in respect to color and F.F.A. is obtained with 95.6% ethanol extraction though the temperature of extraction is higher than the temperature employed with 98.6% ethanol.
4. F.F.A. of the extracted oils is low and within 1.0% for most of the oils, hence a reduction of refining loss. The color of safflower and peanut oils compares with the color of the screw-press oils.
5. In the case of cottonseed meats extraction, the cooking of meats results in a lighter color oil and increases the yield for the same period of extraction. Cottonseed extraction also illustrates the advantages of ethanol as the solvent for oil extraction.

     

Membrane processing of crude vegetable oils: Pilot plant scale remoyal of solvent from oil miscellas

The recovery of solvents used in the extraction step of edible oil processing is required for economical, environmental, and safety considerations. The miscella (mixture of extracted oil and solvent) exits the extractor at 70 to 75 wt% solvent content. Currently, the solvent is recovered by distillation. This paper reports the results of a study on separation of vegetable oils from commercial extraction solvents using various types of Reverse Osmosis (RO) and Ultrafiltration (UF) membranes. Solvent permeation rates and separation performances of various RO and UF membranes were determined by using ethanol, isopropyl alcohol and hexane as the solvents. One membrane exhibited a flux of 200 GFD (ethanol) with 1% oil remaining in the permeate. However, hexane rapidly deteriorated all but one of the membranes tested. The membrane that was compatible with hexane had a low flux and unacceptably low oil retention. Industrial-scale membranes were also evaluated in pilot plant trials. A hexane separation was attempted with a hollow-fiber membrane unit, and it was noted that the pores of the fibers swelled almost closed. Some of the commercially available membranes selectively removed solvent (ethanol or isopropanol) from the edible oil miscellas with reasonable flow rates. The research reported has shown that membranes manufactured from polyamide were the least affected by hexane. Fluxes achieved during solvent-oil separations were increased by increases in either temperature or pressure and decreased by increases in oil concentration in the feed. The processing temperature affected the percentage of oil in solution in either ethanol or isopropanol as well as the viscosity of the feed. Both of these factors in turn influenced the flux achieved. Approximately 2 trillion Btu/yr could be saved using a hybrid membrane system to recover solvents used in the extraction step of crude oil production. Studies to date report marginal success. The development of hexane-resistant membranes may make this application viable.     

乙醇提取油茶饼残油的研究

探讨了乙醇为溶剂热回流提取油茶饼中残油的方法。通过单因素实验及正交实验考察了乙醇体积分数、液料比、浸提温度、浸提时间及提取次数对油茶饼中残油收率的影响,确定了优化的提取条件为：乙醇体积分数95%、液料比10∶1（mL∶g）、浸提温度92℃、浸提时间3h、提取次数2次。在此优化条件下,油茶饼中平均残油收率达到残油含量的96.04%。研究结果表明,乙醇具有替代6号溶剂油提取油茶饼中残油的前景。     

Ambient-temperature extraction of rice bran oil with hexane and isopropanol

Hexane and isopropanol were compared as solvents for use in ambient-temperature equilibrium extraction of rice bran oil (RBO). Isopropanol was as effective as hexane in extracting RBO when 20 mL of solvent was used to extract 2 g of bran. Free fatty acid levels were 2–3% in both solvents and similar to that previously reported for hexane extraction of RBO hexane extraction by this method. Larger-scale extractions with 30 g of bran and 150 mL of solvent produced oil with a similar free fatty acid content and a phosphorus level of approximately 500 ppm. The oil extracted with isopropanol was significantly more stable to heat-induced oxidation than hexane-extracted oil. Antioxidants that are more easily extracted by isopropanol than hexane may be responsible for the increased stability.     

Chemical characterization of oils and meals from wild sunflower (<Emphasis Type="Italic">helianthus petiolaris</Emphasis> nutt)

Chemical characterizations of oils and meals from the wild sunflower species Helianthus petiolaris Nutt and their comparison with those from cultivated sunflower (H. annuus) were performed. Seeds from indigenous populations of H. petiolaris were harvested in Argentina in different years. The analytical parameters studied were as follows: (i) FA profile, PV, p-anisidine value, oxidative stability, phosphorus and phospholipid content, tocopherols, polar compounds, and waxes in the extracted oils; and (ii) moisture, ash, crude fiber, metals, sugars, urease activity, starch, protein, available lysine, neutral detergent fiber, acid detergent fiber, lignin, gross energy, and amino acid content in the residual meals. The products from wild sunflower seed, which yielded 27–30% oil by solvent extraction, showed some characteristics similar to the commercial products. Nevertheless, the oil had lower quality and stability owing to the high unsaturation levels and lower concentrations of antioxidant components, and the meal had a lower protein content. The phospholipid content was significantly lower than in industrial crude sunflower oils. Most of the important parameters in the meal such as available lysine, gross energy, and digestibility compared favorably with those for cultivated sunflower meals. The results showed the potential for using these meals for animal feed.     

Solvent winterization of sunflower seed oil

Samples of oil from whole and dehulled sunflower seed were solvent winterized. The solvent mixture, 85% acetone, 15% hexane (^v/v), was used at solvent-in-oil concentrations of 20, 40, and 70% by wt and the samples winterized at 0, −5, −10, and −15 ± .01 C for 4 hr. Generally, sunflower oils from whole seed remained free from cloud formation longer on refrigeration when the oils were winterized at lower temperatures and at lower solvent-in-oil concentrations. With oil from the dehulled samples, no winterization condition produced an oil with a predictable clouding time. However, correlations were significant between residual wax content after winterization and clouding time of the oils from whole seed. Oils from dehulled seed were not as highly correlated with wax content as oils from whole seed. This study indicates that crude sunflower seed oil might be winterized with the aid of solvents and that decortication prior to extraction might not be necessary for effective winterization.     

Cottonseed extraction with a new solvent system: Isohexane and alcohol mixtures

A solvent system, consisting of isohexane and 5 to 25% alcohol, either ethanol (EtOH) or isopropyl alcohol (IPA), was tested for extracting gossypol and oil from cottonseed. The test results indicate that this new solvent system not only is effective in removing free and total gossypol but also is as efficient as n-hexane when extracting oil. The amino acid analysis of cottonseed meal, produced by the new solvent system, is similar to that produced by commercial n-hexane. Present commercial cottonseed extraction and downstream processing of cottonseed oil refining may need little change to adopt this new solvent system. This new solvent system may lead to a solution to the gossypol problem of cottonseed extraction.     

Solvent effects on the products of soybean oil extraction

Summary Ethanol, isopropanol, isobutanol, ethylene dichloride, trichloroethylene, carbon tetrachloride, and hexane (b.p. range 30° to 60°C.) were used as solvents for the extraction of soybean oil and the comparative effect of the solvent on the color and other properties of the oil, meal, and isolated protein was measured. Ethanol extraction gave the best results with respect to the color of oil, meal, and protein, and it also served as a debittering agent for the soybean meal. One of the laboratories of the Bureau of Agricultural and Industrial Chemistry, Agricultural Research Administration, U. S. Department of Agriculture.     

Cottonseed oil

Research on the effects of genetics and growing location on cottonseed has shown that oil and fatty acid composition could be improved if geneticists and agronomists would strive for improved seed quality as vigorously as they do for improved fiber quality. Breeding of glandless or gossypol-free cottonseed was a genetic breakthrough. Glandless varieties are now available that produce yields having the quality of fiber and seed equivalent to those of glanded cultivars. Oil, food-grade lecithin and meal byproducts are readily processed from glandless cottonseeds because of the absence of gossypol. Major research programs on cottonseed processing include: (a) testing alternative screw-press and extrusion operations for efficient direct solvent oil extraction; (b) developing alternative solvent extraction systems with ethanol, isopropanol and supercritical fluids; (c) using gas chromatographic/mass spectrophotometric techniques to characterize enzymatic and nonenzymatic mechanisms that produce secondary oxidation off-flavor products; and (d) controlling hexane losses in solvent extraction systems.     

Pretreatment Camellia Seeds by Protease and Application to Extraction of Camellia Oil

High-temperature pretreatment that is currently used in camellia oil extraction can have negative effects on the quality of camellia oil. In this study, the enzymatic pretreatment of camellia seeds is explored as an alternative to high-temperature pretreatment. The main conditions for enzymatic pretreatment of camellia seeds including enzyme, pH, temperature, time, and buffer solution are optimized using the response surface methodology. Under the optimal conditions of enzymatic pretreatment, the oil recovery is close to 75%. Moreover, residual oil recovery from camellia seeds subjected to 1398 neutral protease pretreatment (4 g per kg seeds) and high-temperature pretreatment are 5.62 ± 0.08% and 9.97 ± 0.18%, respectively. The enzymatic pretreatment is further applied to pre-pressing solvent extraction of camellia oil, the cake oil recovery from camellia seeds subjected to enzymatic pretreatment is higher than that from high-temperature pretreatment. These results show that enzymatic pretreatment of camellia seeds has potential for application in the oil industry. Practical Applications : This study suggests that enzymatic pretreatment can replace high-temperature pretreatment and improve oil recovery and oil quality. Ultimately, this method can be used to extract camellia oil.     

Ethanol-Assisted Aqueous Enzymatic Extraction of Peony Seed Oil

An ethanol-assisted aqueous enzymatic extraction was performed for peony seed oil (content of 30%). This method included cooking pretreatment, pectinase hydrolysis, and aqueous ethanol extraction, and the corresponding variables in each step were investigated. The changes in viscosity and dextrose equivalent values of the reaction medium as a function of changing enzymatic hydrolysis time were compared to the oil yield. The microstructures of peony seeds were analyzed using confocal laser scanning microscopy to understand the process of oil release as a result of cooking and grinding. The highest oil yield of 92.06% was obtained when peony seeds were cooked in deionized water with a solid–liquid ratio of 1:5 (w/v) at 110°C for 1 hour, ground to 31.29 μm particle size, treated with 0.15% (w/w) pectinase (temperature 50°C, pH 4.5, time 1 hour), and then extracted with 30% (v/v) aqueous ethanol (temperature 60°C, pH 9.0, time 1 hour). After processing with pectinase followed by ethanol extraction, the residual oil content in water and sediment phase decreased to 5% and 3%, respectively. The quality of the oil obtained by ethanol-assisted aqueous enzymatic extraction was good, complying with the Chinese standard.     

Application of ternary equilibrium data to the production of fish protein concentrate

Standard chemical engineering techniques were applied to ternary equilibria data obtained from laboratory studies for the systems water-isopropyl alcohol-menhaden oil and water-ethanol-menhaden oil to obtain information for development and operation of a fish protein concentrate process. Theoretical minimum solvent ratios, the required number of theoretical stages, stage efficiency, effect of excess water in the solvent and the effect of temperature of extraction are reported. A comparison of the solvent, isopropyl alcohol (IPA) and ethanol, at an extraction temperature of 70 C, leaves no doubt that IPA is a superior solvent for the system studied.     

Optimization of an Oil Extraction Process for Algae from the Treatment of Manure Effluent

Increasing interest in the coupling of biological wastewater treatment processes with the generation of value-added products (such as oil containing ω-3 fatty acids (FA)) has stimulated efforts in adapting extraction methods for treatment byproducts. This study’s objective was to compare a high temperature/pressure extraction method (accelerated solvent extraction) (ASE) and a manual extraction method (modified Folch extraction) with regard to their ability to extract total oil from three algae samples from the treatment of dairy manure effluent. The efficiency of total oil and FA extraction with three solvents (chloroform/methanol, isopropanol/hexane, and hexane) was also evaluated using the ASE method. Results showed that the ASE method yielded higher values for total oil content compared to the Folch method but similar values for FA content and composition after four extraction cycles with chloroform/methanol. However, the ASE method yielded much higher amounts of FA in the first cycle (85–95% of total extracted) compared to the Folch method (44–55% of total extracted in the first cycle). As expected, the extraction efficiency of the ASE method for FA was dependent on the extraction solvent. FA content values using ASE with chloroform/methanol > isopropanol/hexane > hexane. FA content values using the Folch method or ASE with chloroform/methanol were not significantly influenced by sample particle size within the size range of 0.1–1 mm.     

Solvent Extraction: Kinetic Study of Major and Minor Compounds

The effects of temperature and contact time on lipid extraction from sunflower collets was investigated in a batch extractor with hexane as solvent. The total removed material varied in quantity and composition due to changes in temperature and contact time. Higher temperatures enhanced oil extraction as well as increased the tocopherol and phospholipid contents of the oil. The kinetic data for triglycerols, phospholipid and tocopherols extraction were interpreted by using an equation that considers extraction as the sum of two components: diffusion and washing. Effective diffusion coefficients for oil, tocopherols and phospholipid at different temperatures were determined. Control of temperature and contact time are essential to obtain good quality oil and reduce refining costs. Extraction at 60 °C and short contact times (30 min) obtained high oil yield (98%) accompanied by significant tocopherol extraction (>99%) and reduced phospholipid extraction (66%).     

Canola Oil with High Antioxidant Content Obtained by Combining Emerging Technologies: Microwave,Ultrasound, and a Green Solvent

In this work, the ultrasound‐assisted extraction (UAE) of canola oil from canola seeds pretreated with microwaves using ethanol 99% as solvent is studied. Different process parameters are evaluated, such as extraction time, temperature, solid:solvent ratio, and ultrasound amplitude, optimizing the process using response surface methodology. Under optimum conditions, the extraction time is decreased by up to 75% with respect to conventional extractions, obtaining an oil with a higher content of total tocopherols and canolol, and with oxidation indexes within the established standard limits. The addition of a microwave pretreatment to the UAE with ethanol 99% shows a synergic effect between both processes, improving the oil yield. The results obtained in this study show the potential of the use of UAE for the extraction of canola oil using a green solvent, reducing processing times, environmental pollution, and achieving an oil of high quality and antioxidant concentration. Practical Application: The industrial use of petroleum‐derived solvents such as hexane has problems concerning sustainability, environment, and safety. In recent years, the use of “green” solvents for the extraction of vegetable oils began to be studied; however, it is necessary to develop stages that allow improving the extraction process by increasing the yield, reducing the processing times, and optimizing the oil quality. In this sense, ultrasound allows to shorten the extraction times while microwave pretreatments applied to canola seeds generate an increase in the concentration of antioxidants in the oil, facilitating the implementation of a “green” process in the industrial production.